3-(3-{4-[3-(7-Chloro-quinolin-4-ylamino)-propyl]-piperazin-1-yl}-propylamino)-propionic acid tert-butyl ester | 608520-12-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(3-{4-[3-(7-Chloro-quinolin-4-ylamino)-propyl]-piperazin-1-yl}-propylamino)-propionic acid tert-butyl ester
• 英文别名: Tert-butyl 3-[3-[4-[3-[(7-chloroquinolin-4-yl)amino]propyl]piperazin-1-yl]propylamino]propanoate；tert-butyl 3-[3-[4-[3-[(7-chloroquinolin-4-yl)amino]propyl]piperazin-1-yl]propylamino]propanoate
• CAS: 608520-12-3
• 化学式: C₂₆H₄₀ClN₅O₂
• 分子量: 490.089
• InChiKey: NJVJVFJXVLWHOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  69.7
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(3-{4-[3-(7-Chloro-quinolin-4-ylamino)-propyl]-piperazin-1-yl}-propylamino)-propionic acid tert-butyl ester 在 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 N-(2-Carboxy-ethyl)-N-(3-{4-[3-(7-chloro-quinolin-4-ylamino)-propyl]-piperazin-1-yl}-propyl)-malonamic acid
  参考文献：
  名称：

  Design, synthesis and antimalarial activity of novel, quinoline-Based, zinc metallo-aminopeptidase inhibitors

  摘要：

  PfA-M1, a neutral zinc aminopeptidase of Plasmodium falciparum, is a new potential target for the discovery of anti-malarials. The design and synthesis of a library of 45 quinoline-based inhibitors of PfA-M1 is reported. The best inhibitor displays an IC50 of 854 nM. The antimalarial activity on a CQ-resistant strain and the specificity towards mammalian aminopeptidase N are also discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00550-x
• 作为产物：
  描述：

  醋酸叔丁酯 在 三氟化硼乙醚 、 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 反应 19.0h， 生成 3-(3-{4-[3-(7-Chloro-quinolin-4-ylamino)-propyl]-piperazin-1-yl}-propylamino)-propionic acid tert-butyl ester
  参考文献：
  名称：

  Design, synthesis and antimalarial activity of novel, quinoline-Based, zinc metallo-aminopeptidase inhibitors

  摘要：

  PfA-M1, a neutral zinc aminopeptidase of Plasmodium falciparum, is a new potential target for the discovery of anti-malarials. The design and synthesis of a library of 45 quinoline-based inhibitors of PfA-M1 is reported. The best inhibitor displays an IC50 of 854 nM. The antimalarial activity on a CQ-resistant strain and the specificity towards mammalian aminopeptidase N are also discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00550-x

文献信息

• Design, synthesis and antimalarial activity of novel, quinoline-Based, zinc metallo-aminopeptidase inhibitors
  作者：Marian Flipo、Isabelle Florent、Philippe Grellier、Christian Sergheraert、Rebecca Deprez-Poulain

  DOI：10.1016/s0960-894x(03)00550-x

  日期：2003.8

  PfA-M1, a neutral zinc aminopeptidase of Plasmodium falciparum, is a new potential target for the discovery of anti-malarials. The design and synthesis of a library of 45 quinoline-based inhibitors of PfA-M1 is reported. The best inhibitor displays an IC50 of 854 nM. The antimalarial activity on a CQ-resistant strain and the specificity towards mammalian aminopeptidase N are also discussed. (C) 2003 Elsevier Ltd. All rights reserved.